Homes for Sale near Middletown High School

• 

  

  

  /33

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

  

  Guillermo Araujo

  Five Stars Realty

  (860) 901-0519

  95 Training Hill Rd, Middletown, CT 06457
• 

  Explore Middletown High School

• 

  

  

  /40

  $585,000

  • 3 Beds
  • 4 Baths
  • 3,853 Sq Ft

  301 Bell St, Middletown, CT 06457

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

  

  Gregory Hanner

  Garden Realty

  (860) 698-4509

  301 Bell St, Middletown, CT 06457
• 

  

  

  /26

  $359,925

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  410 High St, Middletown, CT 06457

  Welcome to this beautifully maintained two-family home nestled in a vibrant and desirable section of Middletown. Each spacious unit features two bedrooms with gleaming hardwood floors that flow throughout, creating an inviting and timeless appeal. Both apartments have the convenience of in-unit laundry, making day-to-day living effortless. The property also includes a detached three-car garage,

  

  Jason Kemp

  Five Stars Realty

  (860) 943-5386

  410 High St, Middletown, CT 06457
• 

  

  

  /37

  $584,999

  • 4 Beds
  • 2.5 Baths
  • 3,792 Sq Ft

  36 Brookview Ln, Middletown, CT 06457

  Introducing this lovely four-bedroom, two-and-a-half-bath Colonial offering over 2500 sq ft, with an additional 1,222 sq feet in the finished lower level. The large kitchen, featuring stainless steel appliances, offers an open-concept design with the living room, making entertaining effortless and enjoyable. The living room showcases a beautiful fireplace, while the full, walk-out basement is

  Jeanne Rustek William Raveis Real Estate

  36 Brookview Ln, Middletown, CT 06457
• 

  

  

  /24

  $296,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  19 Fairlawn Ave, Middletown, CT 06457

  Charming 2-Bedroom Home with Sunroom, Solar Savings & Modern Comforts! Discover this beautifully updated 2-bedroom, 1-bath home that perfectly blends character, comfort, and efficiency. Step into the inviting living room featuring refinished hardwood floors and a cozy wood stove, creating a warm and welcoming atmosphere. The hardwood continues down the hall through both bedrooms, adding timeless

  Cheryl Bertini Redfin Corporation

  19 Fairlawn Ave, Middletown, CT 06457
• 

  

  /40

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  311 E Ridge Rd, Middletown, CT 06457

  Looking for a peaceful retreat with a touch of Swiss chalet charm? This is your dream come true! Move right into this beautifully maintained 3-bedroom, 2.5-bath home set on a quiet and private 2.3-acre parcel surrounded by nature. From the moment you enter, you'll be captivated by the spacious living room featuring multiple sliders that open to a stunning wraparound deck, flooding the space with

  Toni Strain Carol Cole Real Estate, LLC

  311 E Ridge Rd, Middletown, CT 06457
• 

  /2

  $477,000

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  5 Lorraine Terrace, Middletown, CT 06457

  REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

  Sherry Price Realhome Services & Solutions

  5 Lorraine Terrace, Middletown, CT 06457
• 

  

  /20

  $450,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft

  100 Mccormick Ln, Middletown, CT 06457

  Charming Updated Cape in a Walkable Neighborhood! Come view this beautifully updated Cape Cod-style home located in a desirable neighborhood that encourages walking and community connection. This home has had a complete makeover, including a brand-new roof, new paver walk way, new flooring, updated bathrooms & new kitchen. Step inside and fall in love with the bright white kitchen, the perfect

  Linda O'Hara William Raveis Real Estate

  100 Mccormick Ln, Middletown, CT 06457
• 

  

  /40

  $559,900

  • 3 Beds
  • 2.5 Baths
  • 2,578 Sq Ft

  115 Meadowood Dr, Middletown, CT 06457

  Welcome Home! This beautifully maintained Colonial offers the perfect blend of comfort and functionality, set on a private lot surrounded by nature. Featuring 3 spacious bedrooms and 2.5 baths, this home is move-in ready and designed to impress. Step inside to find an inviting open layout with hardwood floors, a bright kitchen with granite counters, center island cooktop, and double ovens-perfect

  Kamil Andrukiewicz New Haus Group LLC

  115 Meadowood Dr, Middletown, CT 06457
• 

  

  /40

  $535,000

  • 3 Beds
  • 3 Baths
  • 2,116 Sq Ft

  746 Saybrook Rd, Middletown, CT 06457

  Imagine a home that feels like a fresh start-where everything is new, thoughtfully designed, and ready for you. This young construction Middletown home offers the peace of mind that comes with modern living, paired with the convenience of being close to Wesleyan, Middlesex Hospital, highways, and downtown. No projects, no stress-just a clean slate to make your own. Inside, sunlight pours into

  Dawn Ezold Naples Realty Group, LLC

  746 Saybrook Rd, Middletown, CT 06457
• 

  

  /32

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 3,465 Sq Ft

  110 Old Wood Rd, Berlin, CT 06037

  Prime Location Awaits! Nestled in a coveted neighborhood on a tranquil cul-de-sac, this beautiful updated custom contemporary Cape offers the perfect blend of style, comfort, and convenience. Boasting 4 uniquely designed bedrooms and 2.5 bathrooms, this home is a true gem for both entertainers and nature lovers alike. Step inside and be captivated by the open-concept layout, soaring ceilings,

  Dawn Ciappetta Coldwell Banker Realty

  110 Old Wood Rd, Berlin, CT 06037
• 

  

  /36

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  74 Clarence Ct, Middletown, CT 06457

  This oversized 3-bedroom, 2.5-bath Cape Cod with attached 2 car garage located on a desirable cul-de-sac has a finished basement with plenty of storage. This home has been beautifully updated inside and out. Step into a bright interior with refinished hardwood floors throughout. The stunning new kitchen with all-new cabinetry, and appliances, and a gas stove, The primary suite on the main level

  Adrian Scarpa Marino Realty LLC

  74 Clarence Ct, Middletown, CT 06457
• 

  

  /34

  $599,000

  • 3 Beds
  • 3.5 Baths
  • 3,576 Sq Ft

  208 Highmeadow Ln, Middletown, CT 06457

  A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

  Danielle Spada Coldwell Banker Realty

  208 Highmeadow Ln, Middletown, CT 06457
• 

  

  /19

  $442,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  77 Lindsey Rd, Middletown, CT 06457

  Located at end of cul de sac. Spacious 3 BR, 2 1/2 BA Colonial on .42 Acre setting. Attached 2 car garage, eat-in kitchen, Living room with fireplace, Dining Room and family room which opens to large rear deck and private rear yard. Oil heat. Conveniently located close to schools, Rt 9, Medical Facilities and shopping.

  Sandy Orsie Berkshire Hathaway NE Prop.

  77 Lindsey Rd, Middletown, CT 06457
• 

  

  /20

  $279,999 Open Sat 11AM - 1PM

  • 4 Beds
  • 1.5 Baths
  • 1,415 Sq Ft

  10 Silver St, Middletown, CT 06457

  Be Home for the Holidays! A fresh new chapter begins at 10 Silver Street, where a brand-new kitchen renovation transforms the heart of this Middletown home. The modern, new design features crisp white cabinetry, soft-close drawers, granite counters with rich natural veining, stainless-steel appliances, matte black fixtures, and a sleek tile backsplash-creating a space that's both functional and

  Sacha Armstrong William Pitt Sotheby's International Realty

  10 Silver St, Middletown, CT 06457
• 

  

  /11

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  170 Trolley Crossing Ln Unit 170, Middletown, CT 06457

  Beautiful two-story condo in sought after Trolley Crossing Lane in Middletown. Here find gorgeous hard wood floors in the main living area with an open concept living/dining room area. Sliders open to an outdoor green space, bbq grill and wooded grounds. A tidy kitchen with stainless steel appliances and a half bath complete this main floor area. Upstairs, there are two generous bedrooms and a

  Jennifer Tucker William Raveis Real Estate

  170 Trolley Crossing Ln Unit 170, Middletown, CT 06457
• 

  

  /29

  $229,000

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft

  59 Inverness Ln, Middletown, CT 06457

  This 1,328-square-foot contemporary two-story home offers a wonderful opportunity to make it your own. Featuring durable vinyl siding and a functional layout, it includes three comfortable bedrooms and one full bath. Well-maintained but awaits your modern vision and smart design will provide the perfect canvas for updates and personal touches. Whether you're looking to create your dream residence

  J Troy Morris Coldwell Banker Calabro

  59 Inverness Ln, Middletown, CT 06457
• 

  

  /25

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft

  137 Knowles Ave Unit 137, Middletown, CT 06457

  Welcome to this bright and inviting 2 bedroom, end-unit townhouse offering comfort, convenience, and great potential! Whether it's your first home, downsizing, or looking for a home close to campus, this unit is a great find in a prime location. The freshly painted, open-concept living and dining area has an abundance of natural light, creating a warm and welcoming atmosphere. The kitchen is a

  Wynne Lord Coldwell Banker Realty

  137 Knowles Ave Unit 137, Middletown, CT 06457
• 

  

  /40

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  7 W Meadow Ln Unit 5, Middletown, CT 06457

  Welcome to The Meadows and this rarely available two bedroom condo! This townhouse has two baths (one full, one half) and a kitchen with a bay window that fills the space with natural light. There is plenty of counterspace as well, making it the ideal layout for daily living or wonderful entertaining. The entire condo is spacious and open, yet has a cozy-feel when enjoying the fireplace on winter

  Margaret Mullaney William Raveis Real Estate

  7 W Meadow Ln Unit 5, Middletown, CT 06457
• 

  /2

  $159,000

  • Land
  • 2.22 Acres
  • $71,622 per Acre

  Lot 2 Coleman Rd, Middletown, CT 06457

  Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

  Dori Degennaro William Raveis Real Estate

  Lot 2 Coleman Rd, Middletown, CT 06457
• 

  

  /15

  $314,900

  • 3 Beds
  • 1 Bath
  • 1,974 Sq Ft

  347 Farm Hill Rd, Middletown, CT 06457

  This charming brick ranch offers so much potential! The spacious, sun-filled living room features hardwood floors and a cozy fireplace. The open kitchen and dining area provide an ideal layout for everyday living and entertaining. Just off the kitchen is a small bonus room-perfect for a future walk-in pantry or mudroom. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower

  Lisa Sader-Goede Aspen Realty Group

  347 Farm Hill Rd, Middletown, CT 06457
• 

  

  /27

  $249,900

  • 4 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  162 Rising Trail Dr, Middletown, CT 06457

  Welcome to this beautifully turn key corner unit townhouse offering modern comfort in a desirable community setting. Featuring 4 bedrooms and 1.5 bathrooms. The bright, open concept layout showcases an updated kitchen with stainless steel appliances. The living and dining area flow seamlessly to a deck- ideal for relaxing or entertaining. Enjoy peace of mind throughout the home, With newer

  Tobias Rinaldi Luxe Realty LLC

  162 Rising Trail Dr, Middletown, CT 06457
• 

  

  /27

  $349,999

  • 3 Beds
  • 1 Bath
  • 984 Sq Ft

  59 Willow Bee Ln, Middletown, CT 06457

  Welcome home to this beautifully updated 3-bedroom, 1-bath ranch offering 984 sq. ft. of comfortable living space. Perfectly situated as the last house on a quiet dead-end street, this property provides privacy and peace while still being close to local amenities. Step inside to find a remodeled kitchen featuring modern finishes and plenty of cabinet space-ideal for home cooking and entertaining.

  John Maier Maier Real Estate

  59 Willow Bee Ln, Middletown, CT 06457
• 

  

  /20

  $369,990

  • 5 Beds
  • 3 Baths
  • 2,870 Sq Ft

  40 Rome Ave, Middletown, CT 06457

  MAKE IT YOUR OWN! Welcome to 40 Rome Ave- a Solid three-family property with an unoccupied one-bedroom unit, ready for an owner-occupant or investor. This property presents an awesome opportunity for an owner-occupant wanting a custom buildout. Owner willing to fund third unit buildout at owners expense based on offer! Conveniently located near downtown Middletown, Wesleyan University, shops, and

  Joseph Caslin Sailpoint Property Group

  40 Rome Ave, Middletown, CT 06457
• 

  

  /27

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  67 Braeburn Ln, Middletown, CT 06457

  Come see this stunning two-story home at 67 Braeburn Lane in Middletown, Connecticut, where an open-concept design greets you with soaring vaulted ceilings and gleaming hardwood floors throughout. The well-kept, updated interior flows effortlessly, perfect for modern living, with a convenient second-floor laundry and a two-car garage for all your needs. It's a dream space waiting to make

  Warren Juall HOMESELL

  67 Braeburn Ln, Middletown, CT 06457
• 

  

  /11

  $625,000

  • Land
  • 10.58 Acres
  • $59,074 per Acre

  215 Chamberlain Hill Rd, Higganum, CT 06441

  Welcome to a rare opportunity tucked away on over 10 serene, level acres-already approved for an exclusive 8-lot subdivision designed for the 55 and older community. This peaceful enclave offers privacy, space, and flexibility, with one single-family home already framed and awaiting your finishing touches. Whether you choose to move forward with the current 8-lot plan or explore the potential to

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  215 Chamberlain Hill Rd, Higganum, CT 06441
• 

  

  /11

  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
• 

  

  /33

  $360,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  59 Westfield Terrace, Middletown, CT 06457

  SPOILER ALERT!!: You're about to fall in love. Have you ever walked into a home and instantly felt at peace? A home that loves you back? HI!! My name is Westfield, and I've been waiting for someone like you. Step inside and feel the warmth and charm I have to offer from the moment you walk through my doors, you'll know this is where memories are meant to be made. Why are we meant for each other:

  Diogenes Espinal Coste eRealty Advisors, Inc.

  59 Westfield Terrace, Middletown, CT 06457
• 

  

  /32

  $374,900

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft

  160 Boston Rd, Middletown, CT 06457

  Step into timeless New England charm with this beautifully updated historic colonial farmhouse that perfectly blends classic character with modern comfort. Every corner of this home reflects care and craftsmanship, with thoughtful improvements that make it both beautiful and reliable for years to come. The property features a freshly updated exterior, structural enhancements, a newer roof (2024

  Emily Braman Berkshire Hathaway NE Prop.

  160 Boston Rd, Middletown, CT 06457
• 

  

  /33

  $155,000

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  344 Ballfall Rd, Middletown, CT 06457

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Also to be sold with MLS #24131967. Come check it out today!!

  Thomas Mele Dorrance Realty

  344 Ballfall Rd, Middletown, CT 06457
• 

  

  /31

  $289,000

  • 2 Beds
  • 1 Bath
  • 1,103 Sq Ft

  154 Front St, Middletown, CT 06457

  Welcome to 154 Front Street, a 2 bedroom 1.5 bath home set on a corner .2 acre lot in a friendly neighborhood. This inviting property features a covered front porch perfect for relaxing, a detached 2 car garage and a spacious back deck for your enjoyment. Conveniently located close to the local shops and restaurants with easy access to route 9.

  Mikaela Bean CR Premier Properties

  154 Front St, Middletown, CT 06457
• 

  

  /34

  $338,900

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  18 Phedon Pkwy, Middletown, CT 06457

  Beautiful Spacious Custom Built ONE Owner Home in Desirable Neighborhood. Unigue Cobblestone Exterior. When entering from the front door you're met with a beautiful staircase and a large living room with wood burning fireplace. Many windows provide tons of natural light. To your right is a formal dining room that has held large crowds for the holiday feasts. Main level has a full updated bath as

  Robin Rios Berkshire Hathaway NE Prop.

  18 Phedon Pkwy, Middletown, CT 06457
• 

  

  /13

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,225 Sq Ft

  136 Westfield St, Middletown, CT 06457

  Welcome to 136 Westfield Street, a renovated and modern living home. This 4-bedroom, 2-bath home has been professionally renovated and thoughtfully redesigned, offering a perfect blend of style, comfort, and peace of mind. Step into a stunning brand-new kitchen featuring new cabinetry with granite countertops and new stainless-steel appliances, perfect for both everyday living and entertaining.

  Marty LoSchiavo Luxe Estates, Inc

  136 Westfield St, Middletown, CT 06457
• 

  

  /19

  $1,540,000

  • 19 Beds
  • 18 Baths
  • 12,288 Sq Ft

  54 Washington St, Middletown, CT 06457

  In the heart of Middletown and within walking distance to countless amenities, 54 Washington Street offers both location and opportunity. Once home to the Italian American Club, the building carries a unique history and is now ready for a new vision. This spectacular building has received zoning approval to convert this once community/event space to residential units. Take advantage of the

  Ariel Tortora William Raveis Real Estate

  54 Washington St, Middletown, CT 06457
• 

  

  /40

  $1,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,661 Sq Ft

  120 Chamberlain Hill Rd, Middletown, CT 06457

  Situated on almost 13 acres in the heart of CT, this stunning Colonial offers peace and nature while being located conveniently to everything including beaches, highways, Middlesex hospital, Wesleyan University, CT river, and Middletown's thriving downtown with an abundance of shops, restaurants and activities. An entertainer's paradise with a backyard oasis boasting a heated, gunite, in-ground

  Jeff Petersen Century 21 AllPoints Realty

  120 Chamberlain Hill Rd, Middletown, CT 06457
• 

  

  /15

  $305,000

  • 3 Beds
  • 1 Bath
  • 1,102 Sq Ft

  11 Huber Ave, Middletown, CT 06457

  This recently-updated home is in move-in condition on a quiet dead-end street adjacent to the Wesleyan Campus. 3 bedrooms upstairs with spacious closets and plenty of natural light; dining room, open kitchen, pantry, full bath, and living room downstairs. 3rd bedroom upstairs could be converted into a second bath. Partially-finished basement with laundry and work/storage space. Fully-fenced

  Jason Saphire www.HomeZu.com

  11 Huber Ave, Middletown, CT 06457
• 

  

  /30

  $144,900

  • 2 Beds
  • 1 Bath
  • 698 Sq Ft

  56 Burgundy Hill Ln Unit 56, Middletown, CT 06457

  Welcome to 56 Burgundy Hill Lane, Middletown! This totally renovated 2-bedroom ranch-style condo was beautifully remodeled in 2023 with updates in every room. The new kitchen showcases granite countertops, stainless steel appliances, white cabinetry, and modern finishes, while the spacious living/dining area opens through sliding doors to a private covered deck. Two generous bedrooms, a

  Giulia Terese Hagel & Assoc. Real Estate

  56 Burgundy Hill Ln Unit 56, Middletown, CT 06457
• 

  

  /29

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  23 Hotchkiss St, Middletown, CT 06457

  Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
• 

  

  /18

  $2,175,000

  • 1 Bed
  • 1 Bath
  • 11,098 Sq Ft

  123 Burgundy Hill Ln, Middletown, CT 06457

  Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $274k. 14 1-bedroom units and 4 1-bedroom w/loft units. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility.

  Travis Preziosi Brickwell Partners LLC

  123 Burgundy Hill Ln, Middletown, CT 06457
• 

  

  /9

  $319,900

  • 7 Beds
  • 2 Baths
  • 1,965 Sq Ft

  1 Pomeroy Place, Middletown, CT 06457

  This 2-Family is good for investment or owner occupancy while situated on a cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers an open walk out basement, and separate gas utilities.

  Craig Ings Hill Top Real Estate, LLC

  1 Pomeroy Place, Middletown, CT 06457

Showing Results 1 - 40, Page 1 of 2